现代有机合成课件5-有机硼.ppt

2. 硼氢化反应 四．碳卤键的形成 五．碳碳键的形成 例 * 第五章 有机硼作中间体的合成反应 B : 2s22p1 1. 极性： 2. 烃基负离子源泉 3.自由基源泉 形成C－O，C－X，C－N，C－C键等 一．有机硼试剂的制备 1．烃基硼烷的制备 反应速度：（1）（2）（3） 商业试剂： 重要硼烷试剂： 其它硼试剂 （1） （2） （3） 3-蒎基-9-硼[3.3.1]壬烷 Wei Zhu and Dawei Ma Formation of Arylboronates by a CuI-Catalyzed Coupling Reaction of Pinacolborane with Aryl Iodides at Room Temperature ORGANIC LETTERS， 2006，261-263. Born in London, Professor Brown came to the USA at the age of two. He attended Wright Junior College prior to enrolling at the University of Chicago, where he completed his BS in 1936 and his PhD in 1938. His graduate studies under the guidance of H. I. Schlesinger were focused on the reaction of diborane with carbonyl compounds. After studying free-radical reactions in Chicago in 1939 with M. S. Karasch, he became Schlesingers assistant with the rank of instructor. During his career, he supervised 163 PhD students and 190 postdoctoral fellows. He also authored 8 books and nearly 1300 scientific publications. 1979 Nobel Prize 二．碳-氢键的形成 1．还原反应 在室温下能使 等还原 C=O，COOR,COOH,CN 作还原剂选择性更好 可使 C=O 还原，但COOR,COCl,COOH均不还原。 例 Da-Ming Du, Tao Fang, Jiaxi Xu, and Shi-Wei Zhang Org. Lett. 2006, 8(7), 1327. 三．碳氧键的形成 1．烃化反应 例 2．1，4－加成反应 3．羰基化反应 （1）合成叔醇 例 （2）合成酮 例